@Eric CarlstromRegarding taxes, be sure you are not paying too much and that your CPA/tax professional is up-to-date on the regulations.

I do not think they are sketchy is just that they do not go by all of the state regulations and they might charge you a cancellation fee or increase rates more often.

Ideally, I’m looking for areas with a mix of:High occupancy rates for STRs (Airbnb or VRBO),Solid potential for appreciation over the long term,Investor-friendly regulations on short-term rentals.If anyone has experience with markets that fit these criteria or knows areas where STR is thriving with good investor laws, I’d love to hear your thoughts.

By-right uses are much simpler since they don’t require additional government approval beyond standard permits.Development Standards: Once zoning is clear, factor in the regulations such as setbacks, parking requirements, density, and other local standards.

A few days ago I visited an off market property in Austin in a well established neighborhood if interested feel free to connect. 

Question 2: Where can I find state or city regulations regarding tree maintenance when the lease is written with gray areas?

The regulations in Chicago can be quite overwhelming, so I’m looking forward to exploring the opportunities in this area. 

Be aware of any local regulations in Emeryville as well.Please make sure your 4plex isn't exempt from AB 1482.

A connection of mine is well established within the energy realm in NH.

So, I’ve developed a list of what financial intermediaries SHOULD and SHOULD NOT do in order to establish a viable, sustainable intermediary business1.